Name: Waterside Inn
Price range: $83 total
Rating: 9

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Your Eastern Shore of Virginia Vacation

With an Eastern Shore of Virginia vacation package, you can forget about the stress of planning and put all your energy into experiencing everything this thrilling destination has to offer. With so much to see and do on a trip to Eastern Shore of Virginia, it can be tricky to know where to start. Kick off your journey in Exmore at Chatham Vineyards and Northampton Shopping Center — two leading attractions here. Another city worthy of a spot on your itinerary is Greenbackville. Be sure not to miss Chincoteague National Wildlife Refuge and Maui Jack's Waterpark. Expedia has flights, hotels and everything else you need to help you organize your own tailored Eastern Shore of Virginia vacation today.

The Latest Eastern Shore of Virginia vacation packages

Price found within the past 48 hours. Click for updated prices.

Beach Quarters Resort

Northeast Virginia Beach

Save 100% on your flight

$343

per person

Jan 11 - Jan 18

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Norfolk (ORF)

16.8/10 Exceptional! (1,754 reviews)

The fact that I couldn’t sit on balcony was disappointing. Had I know the building was under renovations I would have booked else where. Then the front desk wasn't very helpful when I called and told them I was locked out the bathroom. Would I stay again probably not!

Reviewed on Nov 10, 2025

Boardwalk Resort and Villas

Northeast Virginia Beach

Save 100% on your flight

$359

per person

Jan 11 - Jan 18

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Norfolk (ORF)

17.2/10 Exceptional! (1,003 reviews)

Clean, nice. Staff was helpful

Reviewed on Nov 17, 2025

Ocean 27

Northeast Virginia Beach

Save 100% on your flight

$1,229

per person

Jan 22 - Jan 25

found 1 day ago

Roundtrip flight included

New York (NYC) to Norfolk (ORF)

12.8/10 Exceptional! (1,090 reviews)

Close to beach. Ground level beach access rooms. Grounds need to be picked-up a bit. Centrally located along boardwalk.

Reviewed on Oct 13, 2025

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Northeast Virginia Beach

Save 100% on your flight

$494

per person

Jan 11 - Jan 18

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Norfolk (ORF)

16.4/10 Exceptional! (1,168 reviews)

Staff was very attentive and welcoming! Very clean, such a great place!!

Reviewed on Nov 15, 2025

The Ocean Key Virginia Beach Resort

Northeast Virginia Beach

Save 100% on your flight

$463

per person

Jan 11 - Jan 18

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Norfolk (ORF)

15.6/10 Exceptional! (1,448 reviews)

I did not enjoy pool like we wanted it was closed for 2 days out of the stay we was there so kids did t get to use it until a day for we was leaving

Reviewed on Nov 17, 2025

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Where to stay in Eastern Shore of Virginia

Find the best Eastern Shore of Virginia areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Shore of Virginia

Historic Downtown Cape Charles

If you're spending some time in Historic Downtown Cape Charles, Cape Charles Beach and Central Park are top sights worth seeing.

Discover the most popular places to visit in Eastern Shore of Virginia

Cape Charles Beach

4.5/5(31 reviews)

Why not spend a carefree afternoon at Cape Charles Beach during your travels in Cape Charles? Wander the parks or discover the sunsets in this relaxing area.

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Eastern Shore of Virginia National Wildlife Refuge

4.5/5(14 reviews)

Explore the great outdoors at Eastern Shore of Virginia National Wildlife Refuge, a lovely green space in Cape Charles. Wander the beautiful beaches in this relaxing area.

Kiptopeke State Park

4/5(27 reviews)

You can take time to visit Kiptopeke State Park during your travels to Cape Charles. Wander the beautiful beaches in this relaxing area.

Eastern Shore of Virginia Hotel Deals

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

3446 Lankford Hwy Exmore VA

Fully refundable

$83 nightly

$92 total

Dec 12 - Dec 13

Total with taxes and fees

8.2/10 Very Good! (775 reviews)

Staff was very friendly. Everyone was pleasant with intent to make your stay special. The room was spacious, clean and looked freshly renovated. The complimentary breakfast was very good with many choices. Honestly, I did not expect how nice it was. I was pleasantly surprised!

Reviewed on Nov 10, 2025

Key West Cottages

4251 Main Street Chincoteague VA

$83 nightly

$94 total

Dec 1 - Dec 2

Total with taxes and fees

9.8/10 Exceptional! (480 reviews)

Beautiful, cozy space to enjoy on Chincoteague. Lovely accommodations, welcoming staff, and clean environment. A little slice of tropical paradise!

Reviewed on Nov 12, 2025

Waterside Inn

3761 Main St Chincoteague VA

Fully refundableReserve now, pay when you stay

$73 nightly

$83 total

Dec 18 - Dec 19

Total with taxes and fees

9/10 Wonderful! (1,002 reviews)

Room was a nice size and the views were nice, but the balcony door and especially the mesh on the outer door could use some work. Overall, really nice location for a fair price. Nothing fancy, but definitely gets the job done.

Reviewed on Nov 14, 2025

See all 1,162 properties in Eastern Shore of Virginia

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.